Five Flags Retreat | Pet-Friendly Home

Entire home in Pensacola, Florida

  1. 10 guests
  2. 4 bedrooms
  3. 6 beds
  4. 2 baths
Hosted by Joy
  1. Superhost
  2. 8 years hosting

Listing highlights

Top 10% of homes

This home is highly ranked based on ratings, reviews, and reliability.

Self check-in

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Extra spacious

Guests love this home’s spaciousness for a comfortable stay.
Five Flags Retreat is the perfect spot for your family vacation or work trip to Pensacola! Comfortable getaway with lots of room for your family and friends to play, gather & relax. Spread out in 2400 sq ft with 4 bedrooms, a bonus family room, and separate office — or spend quality time in the open dining room, living room & kitchen. Pet-friendly! Bring your fur family and enjoy the fenced-in backyard. A quick drive to downtown (6 miles), the beach (14 miles), NAS (10 miles) and area hospitals.

The space
Known as the "City of Five Flags" Pensacola is a beautiful historic town near breathtaking Pensacola Beach. Our spacious, pet- and family-friendly home captures a bit of historic Pensacola and southern charm, providing a relaxing retreat after a busy day exploring the beach or downtown.

Our home features four bedrooms and sleeps 8 comfortably in beds.
• The master suite with King size Tempurpedic bed has it's own full bathroom, plus a sitting room which also opens onto the covered patio; this room offers extra sleeping space on the sofa bed (on request and additional fee) and has a smart Roku TV.
• There are two additional bedrooms downstairs; one with a queen bed and the other with two twin beds perfect for kids.
• The large upstairs bedroom features a queen bed on one side and a cute spot on the other where you can get comfortable with a book or play games (an airbed can be set up on request for additional sleeping space - please note that guests over 8 do require an additional fee).
• All bedrooms feature room darkening blinds and ceiling fans.

If you are visiting for work, you'll appreciate the office, complete with desk, wi-fi (now with highspeed fiber!) and wireless printer. The kitchen is fully equipped with everything you need to enjoy a home cooked meal (including place settings for 12) at the central dining table which seats 8. The main living room features an open concept, with comfortable seating and a large smart Roku-equipped TV where you can log in to your favorite streaming services. French doors (with internal blinds) open onto the back patio and another French door opens to a storage sunroom where a collection of outdoor games (cornhole, badminton, giant horseshoes, etc) are stored.

Enjoy the beautiful Florida weather in the large fenced-in yard featuring a fire pit, propane grill, covered outdoor dining area (table for 6 with an overhead fan and privacy shades!), patio seating and room to play yard games. If you prefer inside, you'll be entertained with two smart TVs, wi-fi, books and board games. Kids will enjoy the special assortment of kids games, books and the outdoor fun. Top notch amenities, with everything you need to make you feel at home, and even a beach cart with chairs, umbrella, beach towels, cooler bag & sand toys for the kids! We welcome pets, upon approval, with a $75 per pet fee.

We believe in Transparent Pricing!
The total price you see on Airbnb now includes all fees but we want you to understand what you are paying: a $225 cleaning fee, a $75 pet fee per pet, and an extra guest fee of $25 per night per person (for groups over 8), plus the fee that Airbnb charges guests. Our home is professionally cleaned, and we proudly pay our cleaners a living wage. We believe in fair, transparent pricing so you can book with confidence! A multi-time superhost since 2017, we know that cleanliness matters! Our home is professionally cleaned after each stay and all linens are washed between guests - including quilts, blankets, mattress pads and pillow protectors. Veteran owned and operated.

Five Flags Retreat is conveniently located near downtown Pensacola, a short drive to Pensacola Beach, Gulf Islands National Seashore and multiple state parks.

The environment and sustainability is important to us. Recycling is available at this location and separate bins are provided for your use. Sheets are organic cotton and we do our best to use eco-friendly toiletries, cleaning and laundry supplies when available.

Please note that a signed Vacation Rental Agreement is required and is sent by email so we must collect your email address. Photo ID is also required for compliance of our minimum age requirement.

Guest access
We have a Schlage keyless entry door lock and you will be provided your door code the evening before your arrival.

We have ample parking in the driveway. Please no on street parking or parking in the grass. Traveling with a BOAT or RV/CAMPER? Ask us about parking in our additional back lot.

Other things to note
Signed Vacation Rental Agreement and ID are required. The names of all guests staying on the property are required.

We provide linens for all the beds, a towel set for each registered guest, and a starter set of paper products and cleaning products (paper towels, toilet paper, dishwasher liquid, hand soap, laundry detergent) that will NOT be replenished during your stay. Our home is convenient to many grocery stores (Publix, Fresh Market, Walmart, BJs) that offer curbside pickup.

Have a larger family and need the sofa bed or an air bed set up? Please ask us. Please note that there is an additional per person fee over 8.

Check-out instructions will be in the house, but are very simple common courtesies. Please empty the fridge and freezer of your items, do the dishes/start the dishwasher, and take out trash & recyclables to the outdoor bins.

*Security cameras are located on the exterior of the house at the entrances, and record video and audio. There are no interior cameras.*

Our property is in Florida, which is a humid subtropical environment. You may see wildlife including squirrel, possum, birds, heron. You may also see insects, bugs, bats, snakes, ants, bees, wasps, spiders, raccoon, and other creatures that call Florida their home. We do have an exterminating company treat our property regularly. However, if you encounter an insect or ant that finds its way inside, please feel free to dispose of it or catch and release it to the outside world (your choice). Refunds or discounts will not be issued due to creature sightings.

*Cancellation Policy Due to Weather*

This home is located on the coast of the Gulf, which is subject to seasonal weather variations. Per our Firm Cancellation Policy, no refunds or discounts are offered for weather-related cancellations unless a named storm triggers a recommended or mandatory evacuation order for our area. We strongly recommend purchasing trip insurance to protect your stay.

Where you’ll sleep

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What this place offers

Kitchen
Wifi
Dedicated workspace
Free driveway parking on premises – 4 spaces
Pets allowed

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Rated 4.97 out of 5 from 34 reviews.

Guest favorite
This home is in the top 10% of eligible listings based on ratings, reviews, and reliability
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Overall rating

  1. 5 stars, 97% of reviews
  2. 4 stars, 3% of reviews
  3. 3 stars, 0% of reviews
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  5. 1 stars, 0% of reviews

Rated 4.9 out of 5 stars for cleanliness

Rated 4.9 out of 5 stars for accuracy

Rated 5.0 out of 5 stars for check-in

Rated 5.0 out of 5 stars for communication

Rated 4.9 out of 5 stars for location

Rated 5.0 out of 5 stars for value

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Where you’ll be

Pensacola, Florida, United States
This listing's location is verified.

Neighborhood highlights

Five Flags Retreat is located in a quiet neighborhood full of beautiful old oak trees. You'll feel comfortable walking your dogs or enjoying the backyard in the evening. It's centrally located and easy to get to everything you'll want to see and do during your stay in Pensacola!

Meet your host

Superhost
73 reviews
4.97 out of 5 average rating
8 years of hosting
Born in the 70s
Where I went to school: Methodist College, Fayetteville NC
A multi-time superhost since 2017, we are a retired military family, splitting time between our homes in NC and FL. We are happy to share NC lake life with others seeking a wonderful family vacation spot. Crowe's Nest on the Lake is lake front with amazing sunsets over the water! In Pensacola, FL, we welcome guests to Five Flags Retreat, where you can gather with loved ones and explore all that historic Pensacola (and the nearby beach!) has to offer! We are especially honored to welcome military families that are visiting their loved ones at nearby Fort Bragg, NC or NAS Pensacola. We hope to give our guests the special details that we appreciate when traveling. It’s the little things in life that count!

Joy is a Superhost

Superhosts are experienced, highly rated hosts who are committed to providing great stays for guests.

Host details

Response rate: 100%
Responds within an hour
To help protect your payment, always use Airbnb to send money and communicate with hosts.

Things to know

Cancellation policy
House rules
Check-in: 4:00 PM - 11:00 PM
Checkout before 10:00 AM
10 guests maximum
Safety & property
Exterior security cameras on property
Carbon monoxide alarm
Smoke alarm